6639-93-6

Basic information

• Product Name: 1,2,3,4-TETRAHYDRO-6-METHYLQUINOXALINE
• Synonyms: 1,2,3,4-TETRAHYDRO-6-METHYLQUINOXALINE;6-methyl-1,2,3,4-tetrahydroquinoxaline
• CAS NO: 6639-93-6
• Molecular Formula: C₉H₁₂N₂
• Molecular Weight: 148.20498
• Mol File: 6639-93-6.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 287.5°C at 760 mmHg
• Flash Point: 174.6°C
• Appearance: /
• Density: 1.024g/cm³
• Vapor Pressure: 0.00247mmHg at 25°C
• Refractive Index: 1.539
• CAS DataBase Reference: 1,2,3,4-TETRAHYDRO-6-METHYLQUINOXALINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4-TETRAHYDRO-6-METHYLQUINOXALINE(6639-93-6)
• EPA Substance Registry System: 1,2,3,4-TETRAHYDRO-6-METHYLQUINOXALINE(6639-93-6)

Safety Data

• Hazardous Substances Data: 6639-93-6(Hazardous Substances Data)

Usage

General Description

1,2,3,4-Tetrahydro-6-methylquinoxaline is a chemical compound with the molecular formula C10H12N2. It is a bicyclic heterocyclic compound consisting of a quinoxaline ring fused to a cyclohexane ring. This chemical is commonly used as a building block in the synthesis of various pharmaceuticals and bioactive compounds due to its versatility as a synthetic intermediate. It can also be used as a ligand in coordination chemistry and as a reagent in organic synthesis. 1,2,3,4-Tetrahydro-6-methylquinoxaline has potential applications in drug discovery and the development of new medicines due to its pharmacological properties, making it an important compound in the field of medicinal chemistry.

InChI:InChI=1/C9H12N2/c1-7-2-3-8-9(6-7)11-5-4-10-8/h2-3,6,10-11H,4-5H2,1H3

Upstream product

• 6344-72-5 6-methylquinoxaline 
• 496-72-0 4-methyl-1,2-diaminobenzene 
• 89-62-3 4-methyl-2-nitroaniline 
• 1336-21-6 ammonium hydroxide 
• 106-93-4 ethylene dibromide 

Downstream Products

• 411213-74-6 6-methyl-2,3-dihydro-1,4-methano-quinoxaline 
• 6344-72-5 6-methylquinoxaline 

Relevant articles and documents

Tetrabutylammonium Bromide-Catalyzed Transfer Hydrogenation of Quinoxaline with HBpin as a Hydrogen Source

A metal-free environmentally benign, simple, and efficient transfer hydrogenation process of quinoxaline has been developed using the HBpin reagent as a hydrogen source. This reaction is compatible with a variety of quinoxalines offering the desired tetrahydroquinoxalines in moderate-to-excellent yields with Bu4NBr as a noncorrosive and low-cost catalyst.

Cu-Catalyzed Chemoselective Reduction of N-Heteroaromatics with NH3·BH3 in Aqueous Solution

An efficient catalytic system was successfully developed on reduction of N-heteroaromatics with H3N?BH3 as hydrogen source in CuSO4 solution, featuring excellent chemoselectivity as well as very broad functional group tolerance. Various challenging substrates, such as OH-, NH2-, Cl-, Br-, etc., contained quinolines, quinoxalines, 1,5-naphthyridines and quinazolines were all reduced smoothly. Mechanistic studies suggested that [Cu-H] intermediate might be generated from NH3?BH3, which was believed to form with H3N?BH3 in CuSO4 solution.

Preparation method of tetrahydroquinoxaline compound

The invention relates to the field of preparation methods of organic compounds, in particular to a preparation method of a tetrahydroquinoxaline compound. According to the method, a quinoxaline compound is used as a reaction substrate; the preparation method comprises the following steps: dissolving a rhodium metal catalyst, zinc powder, an additive or a ligand into a dry solvent in an environmentwhich is not in contact with air, namely a nitrogen or argon environment, then adding the quinoxaline reaction substrate, adding water, reacting the mixture at 40-80 DEG C, monitoring the reaction byusing TLC until the substrate is completely consumed, and purifying residues to obtain a target product. The method has the advantages of cheap and easily available reagents, simple process, convenient operation, strong atom economy, and suitableness for routine preparation.